α-L-rhodinopyranosyl-(1→4)-2,3-di-O-benzoyl-1-O-benzyl-α-L-rhamnopyranoside

Base Information

Chemical Name:α-L-rhodinopyranosyl-(1→4)-2,3-di-O-benzoyl-1-O-benzyl-α-L-rhamnopyranoside
CAS No.:1443651-41-9
Molecular Formula:C₃₃H₃₆O₉
Molecular Weight:576.643
Hs Code.:

Synonyms:α-L-rhodinopyranosyl-(1→4)-2,3-di-O-benzoyl-1-O-benzyl-α-L-rhamnopyranoside

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Chemical Property of α-L-rhodinopyranosyl-(1→4)-2,3-di-O-benzoyl-1-O-benzyl-α-L-rhamnopyranoside

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Technology Process of α-L-rhodinopyranosyl-(1→4)-2,3-di-O-benzoyl-1-O-benzyl-α-L-rhamnopyranoside

There total 9 articles about α-L-rhodinopyranosyl-(1→4)-2,3-di-O-benzoyl-1-O-benzyl-α-L-rhamnopyranoside which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 87.0%

: 1443651-40-8
4-O-(tert-butyldimethylsilyl)-α-L-rhodinopyranosyl-(1→4)-2,3-di-O-benzoyl-1-O-benzyl-α-L-rhamnopyranoside

: 1443651-41-9
α-L-rhodinopyranosyl-(1→4)-2,3-di-O-benzoyl-1-O-benzyl-α-L-rhamnopyranoside

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; Inert atmosphere;
DOI:10.1002/chem.201204545

Reference yield:

: 53270-14-7
benzyl 2,3-O-isopropylidene-α-L-rhamnopyranoside

: 1443651-41-9
α-L-rhodinopyranosyl-(1→4)-2,3-di-O-benzoyl-1-O-benzyl-α-L-rhamnopyranoside

Guidance literature:: Multi-step reaction with 8 steps

1.1: tetra-(n-butyl)ammonium iodide; sodium hydride / N,N-dimethyl-formamide / 3 h / 0 - 20 °C / Inert atmosphere

2.1: acetic acid / 120 h / 20 °C / Inert atmosphere

3.1: pyridine / dichloromethane / 0 - 20 °C / Inert atmosphere

4.1: 2,3-dicyano-5,6-dichloro-p-benzoquinone / dichloromethane; water / 3 h

5.1: lithium aluminium tetrahydride / 1,4-dioxane / 120 h / Inert atmosphere; Reflux

5.2: Inert atmosphere

6.1: potassium carbonate / methanol / 3 h / Inert atmosphere

7.1: pyridine / dichloromethane / Inert atmosphere

8.1: tetrabutyl ammonium fluoride / tetrahydrofuran / Inert atmosphere

With pyridine; lithium aluminium tetrahydride; tetrabutyl ammonium fluoride; tetra-(n-butyl)ammonium iodide; sodium hydride; potassium carbonate; acetic acid; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1002/chem.201204545

Reference yield:

: 316157-01-4
benzyl 2,3-O-isopropylidene-4-O-(4-methoxybenzyl)-α-L-rhamnopyranoside

: 1443651-41-9
α-L-rhodinopyranosyl-(1→4)-2,3-di-O-benzoyl-1-O-benzyl-α-L-rhamnopyranoside

Guidance literature:: Multi-step reaction with 7 steps

1.1: acetic acid / 120 h / 20 °C / Inert atmosphere

2.1: pyridine / dichloromethane / 0 - 20 °C / Inert atmosphere

3.1: 2,3-dicyano-5,6-dichloro-p-benzoquinone / dichloromethane; water / 3 h

4.1: lithium aluminium tetrahydride / 1,4-dioxane / 120 h / Inert atmosphere; Reflux

4.2: Inert atmosphere

5.1: potassium carbonate / methanol / 3 h / Inert atmosphere

6.1: pyridine / dichloromethane / Inert atmosphere

7.1: tetrabutyl ammonium fluoride / tetrahydrofuran / Inert atmosphere

With pyridine; lithium aluminium tetrahydride; tetrabutyl ammonium fluoride; potassium carbonate; acetic acid; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; water;
DOI:10.1002/chem.201204545